145375-84-4

Upstream product

• 62785-90-4 1-ethynyl-1-(trimethylsiloxy)cyclohexane 
• 77532-51-5 ethylene ketal of 2,3-epoxy-bicyclo<3.3.0>octane-7-one 
• 145313-01-5 (1R,2R,3S,5S,4'S,5'S)-2,3-epoxy-4',5'-bis<(benzyloxy)methyl>spirooctane-7,2'(1,3)-dioxolane> 
• 102276-64-2 (3aS,4R,5R,6aR)-4-Bromo-5-hydroxy-hexahydro-pentalen-2-one 
• 145312-99-8 (1R,2S,3S,5S,4'S,5'S)-2-bromo-3-hydroxy-4',5'-bis(benzyloxymethyl)spirooctane-7,2'(1,3)-dioxolane> 

Downstream Products

• 145375-91-3 (3aR,4R,5S,6aR)-2(Z)--2-(1H)-pentalenylidene>pentanoic acid 
• 145375-85-5 (3aR,4R,5S,6aR)-2(E)-(-)--2-(1H)-pentalenylidene>pentanoic acid 
• 122976-73-2 (+/-)-13,14-didehydro-15,16,17,18,19,20-hexanor-14-(1-hydroxycyclohexyl)carbacyclin 
• 122976-73-2 5Z-9a-carba-14(1-hydroxycyclohexyl)-13,14-dehydro prostaglandin I₂ 

Relevant academic research and scientific papers

Synthesis of a novel, optically active 15-nonstereogenic carbaprostacyclin

Novel, optically active carbacyclin analogues (+)-1 and (-)-1 with an achiral ω-chain were synthesized from homochiral bromohydrins 3a and 4a, respectively.

Synthesis and anti-aggregative activity of novel ω-achiral carba-analogues of prostacyclin

Novel stable bicyclo[3.3.0]octanic and bicyclo[4.2.0]octanic 13,14-didehydrocarbacyclins 1a-c, 2a bearing an achiral cyclohexanoic group at C-14 were synthesized. These analogues have been characterized by 13C NMR spectroscopy. Compounds 1a-c and 2a were tested on rabbit and human platelet-rich blood plasma and 1a-c on rat stomach and guinea pig trachea smooth muscles. E-isomers of 1a-b were found to be less active but more selective than PGE1. The anti-aggregative potency of E-isomer of compounds 1a-b and Z-isomer of 2a on human platelets was 10-1-10-2 of the activity of PGE1. The contractive activity of bicyclo[3.3.0]octane analogues 1a-c was 10-3-10-4 of that for PGE1. On platelets and guinea-pig trachea 5E-isomers of the corresponding analogues were more potent, whereas on rat stomach muscle 5Z-isomers were.